5-(3-formylpyrrolo[2,3-a]carbazol-10(1H)-yl)pentanenitrile | 1380401-62-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-(3-formylpyrrolo[2,3-a]carbazol-10(1H)-yl)pentanenitrile
• 英文别名: 5-(3-formyl-1H-pyrrolo[2,3-a]carbazol-10-yl)pentanenitrile
• CAS: 1380401-62-6
• 化学式: C₂₀H₁₇N₃O
• 分子量: 315.374
• InChiKey: FBRRZHQAUQODEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-溴戊腈 在 potassium tert-butylate 、 sodium hydroxide 、 三氯氧磷 作用下， 以 甲醇 、 Vilsmeier-Haack reaction 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.92h， 生成 5-(3-formylpyrrolo[2,3-a]carbazol-10(1H)-yl)pentanenitrile
  参考文献：
  名称：

  Kinase inhibitory potencies and in vitro antiproliferative activities of N-10 substituted pyrrolo[2,3-a]carbazole derivatives

  摘要：

  Development of potent and selective Pim kinase inhibitors has recently emerged as an important field for the design of new anti-cancer drugs. We report the synthesis of new N-10-substituted pyrrolo[2,3-a] carbazole derivatives and their evaluation as Pim kinase inhibitors. Moreover, in vitro antiproliferative activity of these compounds was evaluated toward a human fibroblast primary culture and three human solid cancer cell lines (PA1, PC3 and DU145). Compounds 3, 7 and 10 showed inhibitory potencies toward Pim-1 and Pim-3 in the nanomolar range. Additionally, dimethylamino analog 10 also demonstrated interesting sub-micromolar antiproliferative activities toward the cell lines tested. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.098

文献信息

• Kinase inhibitory potencies and in vitro antiproliferative activities of N-10 substituted pyrrolo[2,3-a]carbazole derivatives
  作者：Rufine Akué-Gédu、Boris Letribot、Emmanuelle Saugues、Eric Debiton、Fabrice Anizon、Pascale Moreau

  DOI：10.1016/j.bmcl.2012.03.098

  日期：2012.6

  Development of potent and selective Pim kinase inhibitors has recently emerged as an important field for the design of new anti-cancer drugs. We report the synthesis of new N-10-substituted pyrrolo[2,3-a] carbazole derivatives and their evaluation as Pim kinase inhibitors. Moreover, in vitro antiproliferative activity of these compounds was evaluated toward a human fibroblast primary culture and three human solid cancer cell lines (PA1, PC3 and DU145). Compounds 3, 7 and 10 showed inhibitory potencies toward Pim-1 and Pim-3 in the nanomolar range. Additionally, dimethylamino analog 10 also demonstrated interesting sub-micromolar antiproliferative activities toward the cell lines tested. (C) 2012 Elsevier Ltd. All rights reserved.